Holiday rentals in Dayton

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Top-rated holiday rentals in Dayton

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Top guest favourite
The guest house features a welcoming façade surrounded by lush greenery. A stone pathway leads to the front porch, which is adorned with outdoor lighting and a seating area, providing a tranquil entry surrounded by flowering plants.
Cottage in Dayton
4.98 out of 5 average rating, 306 reviews

The Blue Heron Guest House

Whether you are traveling solo for work, or for recreation with your family, our lovely two bedroom, 1200 square foot guest house is ideal. One of two houses on the property (we live in the other) designed and built in 1920 as a summer residence for a local family. These 5.5 acres of park-like setting are situated on the serene Stillwater River. Tucked away, in the midst of the suburbs, surrounded by trees, gardens and the sound of birds, this gem of a place is a perfect home away from home.

Top guest favourite
Home in South Park
5 out of 5 average rating, 155 reviews

Modern Historic House in the heart of South Park

Check out this stylish and modern home in the Historic South Park District centrally located in Dayton Ohio. Located on the best street in this trendy neighborhood where you can enjoy a view of the park from the porch. Built in 1880 this newly revamped home has an open concept full kitchen, 2 bedrooms and 2 full baths. Wood flooring and 12-foot ceilings throughout. Close to downtown, Miami Valley Hospital and the University of Dayton. Within walking distance to shopping, dining and much more.

Top guest favourite
The open concept living space features vaulted ceilings with original exposed beams. A circular dining table and a comfortable seating area invite relaxation, while large windows allow natural light to fill the room. A sleek kitchen is visible, showcasing stainless steel appliances.
Home in South Park
4.97 out of 5 average rating, 198 reviews

Oak Street Place in Historic South Park District

This is a one of a kind stay located in the heart of the historic South Park district. This unique property used to serve as several different types of businesses including a barbershop, grocery store and church. The space has now been completely remodeled into a stunning open concept home full of history and character. With ship lap walls and vaulted ceilings with original exposed beams, it looks like it could have been on an episode of HGTV’s Fixer Upper! Come stay at Oak Street Place!

Guest favourite
Flat in Dayton
4.94 out of 5 average rating, 156 reviews

Historic & Eclectic Apt in the Heart of Huffman!

A new space inviting you to experience all that Historic Huffman and the surrounding neighborhoods have to offer! Located in a 140 year old building, this recently renovated unit has been given new life and is ready to welcome you to the Gem City. If you're here for business, visiting friends, or attending a wedding at The Lift or one of downtown's many venues, this centrally located space is a great place to kick-back and relax. Please read House Manual prior to booking. Thank you!

Superhost
The living room features a modern design with a sectional sofa, a sleek coffee table, and a television mounted on the wall. A faux fireplace adds a warm touch, while various plants are placed throughout, and a large window lets in natural light.
Townhouse in Downtown Dayton
4.96 out of 5 average rating, 141 reviews

Downtown Dayton Boho Home (with private garage)

Relax in this spacious, centrally located downtown Dayton home. You will enjoy short walks to several restaurants and bars. The home is perfect for your weekend getaway or business travel. Immerse yourself in this modern eclectic designed interior as you take in all of the best that Dayton has to offer. This Townhouse is perfectly located near wedding venues, the Schuster Performing Arts center, comedy clubs, music venues and much more. Dayton airport is a short 16 min drive.

Top guest favourite
Cottage in Dayton
4.98 out of 5 average rating, 118 reviews

Quaint 2-bed room cottage in historic district

Lovely cottage in St. Anne's Hill historic district, includes street parking. Beautiful restorations include original wood flooring and trim, remodeled bathrooms with radiant heat. Updated kitchen, spacious living room and dining room. New addition of second bedroom, laundry space, sunroom and backyard deck completed. Explore the charm of the local area is easy with a short walk to the local pub, Cafe, and restaurants , Oregon district, shops and eatery’s within two blocks.

Top guest favourite
Home in Grafton Hill
5 out of 5 average rating, 104 reviews

Yellow Bird Cottage; Cozy, Clean, Downtown

Tranquil and exceptionally clean solar powered home on a cul-de-sac in a quaint and safe historic neighborhood near downtown Dayton. It is excellent proximity to many events, bike paths, rivers and highways. Nearest restaurants, coffee, clubs, bars and river are 5-15 min walk. Grandveiw Hospital-.3 mile Dayton Art Institute-.3 mile Victoria Theater and Schuster Center- .7 miles Oregon District-1.2 miles UD-3.3 miles National Museum of the Air Force-13 miles

Top guest favourite
A charming purple cottage features a welcoming front porch supported by two purple columns. The entrance is adorned with a simple light fixture and a small doorbell. Nearby, green bushes and flowers enhance the surrounding greenery, while a wooden fence provides a sense of privacy.
Bungalow in South Park
4.93 out of 5 average rating, 197 reviews

South Park- The Purple Barney Guesthouse

Historic South Park Purple Barney guesthouse. Built in 1920 this shotgun cottage was rehabbed by me, a neighborhood activist, who stripped it down to the studs. What you'll find is a mix of historic, modern, and mid-century modern, with vaulted ceilings, skylights in both the bedroom and the spacious bathroom, and safe, snug, and quiet thanks to the insulation, new windows & doors. New Metal Roof in 2022! Your host is a Certified Service Disabled Vet.

Guest favourite
A spacious living area features a light-colored sofa and decorative cushions, arranged around a central round coffee table. Elegant artwork adorns the walls, and the room is illuminated by a modern chandelier. Window treatments offer privacy while allowing natural light to filter in.
Home in South Park
4.9 out of 5 average rating, 144 reviews

Dayton Retreat, UD, MVH, Oregon Dist, KHN, &WPAFB

Welcome to Polu, named after the Hawaiian word for “blue.” Located in Dayton’s historic South Park district, this beautifully restored 1800s home blends original architectural charm with modern luxury. Step inside to tall ceilings, preserved vintage details, and elegant, thoughtfully curated décor. Designed for comfort and relaxation, Polu offers a serene and stylish retreat whether you’re visiting for business, a weekend getaway, or a special event.

Top guest favourite
A spacious living area features a light-colored sectional sofa adorned with patterned cushions. A wooden side table stands nearby, and various plants add natural elements. Sunlight filters through sheer curtains, enhancing the bright ambiance of the room.
Home in Dayton
4.95 out of 5 average rating, 197 reviews

Well-Styled · King Bed · Fast Wi-Fi · Top Location

Welcome to La Belle Verde, a Guest Favorite in Dayton’s Historic St. Anne’s Hill. Built in the late 1890s, this home rests on a quiet, tree-lined street in one of Dayton’s most historic neighborhoods, it’s only minutes from downtown, the Oregon District, UD, and Miami Valley Hospital. Inside, history and comfort come together in 10-foot ceilings, windows that pour in natural light, and greenery that brings the home to life.

Guest favourite
Flat in South Park
4.93 out of 5 average rating, 120 reviews

BRIGHT~AIRY Loft - near Downtown/UD/UVM

Bright, open upstairs apartment in circa 1860 federal style building with high ceilings and lots of natural light. Located a 3 minute walk from Miami Valley Hospital in Historic South Park. Close to the University of Dayton, shops on Brown Street, Interstate 75, the Oregon District and Downtown Dayton. South Park is one of the most popular neighborhoods in Dayton. Walk or bike anywhere.

Top guest favourite
A spacious living area is highlighted by large windows that allow natural light to fill the room. A black sofa and a unique black chair are positioned around a round wooden coffee table. A decorative fireplace and built-in shelving add charm to the space.
Loft in Oregon
4.91 out of 5 average rating, 176 reviews

The Loft on 5th w/hot tub in the Oregon District

Enjoy your stay in the heart of Dayton's entertainment district. This beautiful building built in 1870 is right on the main strip, seconds away from breweries, pubs, bars, and restaurants in and around the Oregon District. Minutes away from the University of Dayton and Miami Valley Hospital. Located just east of I-75 and north I-35. A short 15 minute drive to WPAFB.

Popular amenities for Dayton holiday rentals

When is the best time to visit Dayton?

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Frequently Asked Questions

  • What are the best places to stay in Dayton?

    The Oregon District is known for its historic character and dining options, while downtown provides easy access to museums and cultural sites. Neighborhoods near local parks may appeal to those seeking quieter surroundings.

  • What are the best things to do in Dayton with kids?

    Families often explore hands-on exhibits at the Boonshoft Museum of Discovery, visit the National Museum of the United States Air Force, or play in local parks and gardens. Many public gardens have family-friendly activities throughout the year.

  • What are some of the best things to do in Dayton?

    Explore the National Museum of the United States Air Force, stroll through Carillon Historical Park, or experience art at the Dayton Art Institute. Locally owned shops and food venues around the Oregon District add to the experience.

  • How is the weather in Dayton?

    Dayton experiences cold winters with temperatures near 22–37°F (-6–3°C), and summers that range from 66–86°F (19–30°C). Spring and autumn can be mild but often include rain, so layered clothing and a rain jacket are useful.

  • When is the best time to visit Dayton?

    Late spring through early autumn is often recommended for comfortable temperatures and frequent outdoor events. Winter serves up indoor attractions and museum visits when it is colder and wetter.

  • What are the best places to visit in Dayton?

    Dayton has popular sites like the National Museum of the United States Air Force, the Dayton Art Institute, and Carillon Historical Park. Outdoor spaces along rivers and scenic parks also attract visitors.

  • What are some hiking trails in Dayton?

    Many parks in Dayton, such as the Five Rivers MetroParks system, have hiking trails ranging from paved nature paths to wooded routes. The trails often pass rivers, wetlands, or restored prairies.

  • What are some family activities we can do in Dayton?

    Dayton has hands-on exhibits and a Discovery Zoo at the Boonshoft Museum of Discovery, as well as playful spaces at local parks. Many museums around the city host interactive seasonal workshops in art and science, making it easy for families to learn and explore together.

  • What are some of the best day trip ideas from Dayton?

    Dayton’s location allows for day trips to state parks, nearby art museums, and vibrant local markets in surrounding communities. Rural winery tours and tours focused on aviation history are also often recommended.

  • Are there any pet friendly accommodations available in Dayton?

    Dayton has a variety of pet-friendly accommodations, especially around its downtown and Oregon District areas. Many hosts clearly note pet guidelines in listings, making it accessible for travelers with animals.

  • What are some local tips for visiting Dayton?

    Many visitors explore Dayton’s aviation history and check out local coffee shops in the Oregon District. Packing layers is often recommended, as weather shifts are common throughout the year.

  • What is Dayton known for?

    Dayton is recognized for its influential role in aviation history, notably as the home of the Wright brothers and roots in aerospace innovation. The city is also known for its vibrant arts community and locally rooted eateries.

  • What are the best hidden gems to explore in Dayton?

    Wegerzyn Gardens MetroPark, local public art installations around downtown, and guided tours of historic neighborhoods such as South Park are frequently suggested hidden gems. Smaller galleries and performance spaces highlight local talent.

  • What are the best foods to try in Dayton?

    Dayton is known for locally rooted comfort foods, including inventive pizza shops, hearty deli sandwiches, and classic Midwest-style barbecue. Bakeries and ice cream parlors with regional specialties are frequently suggested for a sweet treat.

  • What should I bring for a trip to Dayton?

    Pack layers due to variable weather, including rain protection and comfortable shoes for walking. A reusable water bottle and a camera are helpful for exploring parks, museums, and historic neighborhoods.

  • What is the nightlife in Dayton like?

    Nightlife in Dayton includes live music venues, relaxed pubs, and performance spaces, especially in the Oregon District and downtown. Many spots serve late-night food alongside local brews and creative cocktails.

  • What are the most popular events or festivals in Dayton?

    The Dayton Air Show, held in summer, draws aviation fans, while the Dayton Celtic Festival and local arts and music festivals bring the community together. Many events center on food, music, and regional culture throughout the year.

  • Are there family friendly vacation rentals in Dayton?

    Many vacation rentals in Dayton are family-friendly, with larger homes and amenities designed for group stays. The Oregon District, South Park, and neighborhoods close to parks are frequently suggested for family groups.

Quick stats about holiday rentals in Dayton

  • Total holiday rentals

    Explore 770 holiday rentals in Dayton

  • Nightly prices starting at

    Dayton holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 38,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    440 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    490 properties have a dedicated workspace

  • Wifi availability

    750 of Dayton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Dayton rentals

  • 4.8 Average rating

    Dayton stays are highly rated by guests – averaging 4.8 out of 5!

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